Sodium hydride → 2-butyl-3-[(2'-tert-butoxycarbonylbiphen-4-yl)methyl]-2-butyl-3H-imidazo[4,5-c]pyridine

HRID 1729394노트

반응식

HRID 1729394 반응식
[CH2:1]([C:5]1[NH:6][C:7]2[CH:12]=[CH:11][N:10]=[CH:9][C:8]=2[N:13]=1)[CH2:2][CH2:3][CH3:4].Br[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[C:23]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])=[CH:24][CH:25]=[CH:26][CH:27]=2)=[CH:18][CH:17]=1.[H-].[Na+]>CO.CCOC(C)=O>[CH2:1]([C:5]1([CH2:5][CH2:1][CH2:2][CH3:3])[N:13]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])=[CH:18][CH:17]=2)[C:8]2[CH:9]=[N:10][CH:11]=[CH:12][C:7]=2[NH:6]1)[CH2:2][CH2:3][CH3:4]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 9906257tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylateHCID 178441556HCID 178441556, 화합물

생성물 1

HCID 1317175852-butyl-3-[(2'-tert-butoxycarbonylbiphen-4-yl)methyl]-2-butyl-3H-imidazo[4,5-c]pyridine

시약·촉매·용매 1

HCID 21584119Ethylacetate methanol용매

실험 절차

2-butyl-3-[(2'-tert-butoxycarbonylbiphen-4-yl)methyl]-2-butyl-3H-imidazo[4,5-c]pyridine was prepared according to the procedure described in Example 1, Part A from 2-butylimidazo[4,5-c]pyridine (220 mg, 1.25 mmol), tert-butyl 4'-bromomethylbiphenyl-2-carboxylate (414 mg, 1.19 mmol), and NaH (1.88 mmol). Yield: 25 mg (5%) thick oil; Rf: 0.45 (SiO2 tlc, 1% MeOH/EtOAc); 1H NMR (250 MHz, CDCl3) δ 8.66 (s 1H), 8.42 (d, 1H, J=5.6 Hz), 7.78 (dd, 1H, J=7.5 1.4 Hz), 7.66 (d, 1H, J=5.5 Hz), 7.52-7.35 (m, 2H) 7.31-7.24 (m, 3H), 7.10 (d, 2H, J=8 Hz), 5.46 (s, 2H), 2.92 (t, 2H, J=7.5 Hz), 1.97- 1.80 (m, 2H), 1.55-1.39 (m, 2H), 1.21 (s, 9H), 0.96 (t, 3H, J=7.3 Hz).

출처 및 근거

ORD 기록
ord-4a2c18ebeddf4c7fa8e9842b13aace60
출처 데이터셋
uspto-grants-1994_07
특허 번호
US05332744

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